2-tert-Butyl-4-methylphenol → 2-Bromo-4-methyl-6-tert-butylphenol

HRID 1108419Notes

Reaction equation

HRID 1108419 reaction equation
[Br:1]N1C(=O)CCC1=O.[C:9]([C:13]1[CH:18]=[C:17]([CH3:19])[CH:16]=[CH:15][C:14]=1[OH:20])([CH3:12])([CH3:11])[CH3:10]>CN(C)C=O>[Br:1][C:15]1[CH:16]=[C:17]([CH3:19])[CH:18]=[C:13]([C:9]([CH3:12])([CH3:11])[CH3:10])[C:14]=1[OH:20]

Participants

4

Reactant 2

HCID 170042-tert-Butyl-4-methylphenolHCID 67184N-bromobutanimide

Product 1

HCID 109884772-Bromo-4-methyl-6-tert-butylphenol

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent2×

Procedure

Under nitrogen atmosphere, a dimethylformamide 100 ml solution of N-bromosuccinimide (22.25 g, 125 mmol) was added dropwise at 0° C. to a dimethylformamide 100 ml solution of 2-tert-butyl-4-methylphenol (20.53 g, 125 mmol) with stirring, the resulting reaction mixture was brought up to room temperature and stirred for 5 hours.

Workup

  1. customthe resulting reaction mixture
  2. customwas brought up to room temperature
  3. stirringstirred for 5 hours

Sources & evidence

ORD record
ord-8c1ae205379742eeba247d9b141e0fbb
Source dataset
uspto-grants-2000_05
Patent number
US06066704

Reaction notes

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